St George's School headmaster Andrew Osmond says five years has passed in a flash.
Osmond's tenure will finish at the end of term two as he takes up the principal's position at Hadlow Preparatory School in Masterton.
"St George's was going through a difficult time five or six years ago, the team here have done an amazing job and I know I'm leaving it in a good place," Osmond said.
"The last time this position came up at Hadlow was about 20 years ago, these sorts of jobs don't come up very often, it was always going to be hard to say goodbye and move on, but it's to further my career."
Deputy headmaster Sam Michau will be the acting headmaster for term three while the school is currently in the process of appointing someone to go fulltime in term four.